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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1252608Generated: October 29, 2026

p-Toluenesulfonic acid monohydrate → 5-Hydroxy-2-[(2-oxo-1-imidazolidinyl)methyl]-4(1H)-pyridinone, p-toluenesulfonate salt

https://huagongshe.com/reaction/1252608

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant2-[(2-Oxo-1-imidazolidinyl)methyl]-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinoneHCID 14182475—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventDimethylformamideHCID 6228—
Product5-Hydroxy-2-[(2-oxo-1-imidazolidinyl)methyl]-4(1H)-pyridinone, p-toluenesulfonate saltHCID 1418247784.4%

Reaction Steps

To a solution of 2-[(2-oxo-1-imidazolidinyl)methyl]-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)pyridinone (4.98 g; 12.8 mmol) in dimethylformamide (90 ml) was added p-toluenesulfonic acid monohydrate (4.86 g; 25.6 mmol) and palladium on charcoal (1.0 g), and hydrogen was bubbled through the mixture for 30 minutes. The catalyst was filtered off by suction and the filtrate evaporated in vacuo. The residue was triturated with dichloromethane and ether, and the product filtered off by suction, yielding 4.12 g of the title compound, melting point 195° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04743685
Source datasetuspto-grants-1988_05
ORD IDord-e0ee885fda1641998dbd480f87c56258
Source noteuspto-grants-1988_05